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2-Hydroxyphenazine

CAS No.:
4190-95-8
Catalog Number:
AG003795
Molecular Formula:
C12H8N2O
Molecular Weight:
196.2047
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Product Description
Catalog Number:
AG003795
Chemical Name:
2-Hydroxyphenazine
CAS Number:
4190-95-8
Molecular Formula:
C12H8N2O
Molecular Weight:
196.2047
IUPAC Name:
phenazin-2-ol
InChI:
InChI=1S/C12H8N2O/c15-8-5-6-11-12(7-8)14-10-4-2-1-3-9(10)13-11/h1-7,15H
InChI Key:
RETSEGNZNUBJRB-UHFFFAOYSA-N
SMILES:
Oc1ccc2c(c1)nc1c(n2)cccc1
NSC Number:
509501
Properties
Complexity:
234  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
196.064g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
196.209g/mol
Monoisotopic Mass:
196.064g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
46A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  
Literature
Title Journal
Elucidation of antifungal metabolites produced by Pseudomonas aurantiaca IB5-10 with broad-spectrum antifungal activity. Journal of microbiology and biotechnology 20120301
Enhanced production of 2-hydroxyphenazine in Pseudomonas chlororaphis GP72. Applied microbiology and biotechnology 20110101
Genetic approach for the fast discovery of phenazine producing bacteria. Marine drugs 20110101
Electron transport in acetate-grown Methanosarcina acetivorans. BMC microbiology 20110101
Metabolism and function of phenazines in bacteria: impacts on the behavior of bacteria in the environment and biotechnological processes. Applied microbiology and biotechnology 20100501
The genome sequence of Methanohalophilus mahii SLP(T) reveals differences in the energy metabolism among members of the Methanosarcinaceae inhabiting freshwater and saline environments. Archaea (Vancouver, B.C.) 20100101
Characterization of a phenazine and hexanoyl homoserine lactone producing Pseudomonas aurantiaca strain PB-St2, isolated from sugarcane stem. Journal of microbiology and biotechnology 20091201
[Quorum sensing systems of regulation, synthesis of phenazine antibiotics, and antifungal (corrected) activity in rhizospheric bacterium Pseudomonas chlororaphis 449]. Genetika 20081201
Differential enzymatic reductions governing the differential hypoxia-selective cytotoxicities of phenazine 5,10-dioxides. Chemical research in toxicology 20080901
Rapid quantitative analysis of phenazine-1-carboxylic acid and 2-hydroxyphenazine from fermentation culture of Pseudomonas chlororaphis GP72 by capillary zone electrophoresis. Talanta 20080715
Characterization of a phenazine-producing strain Pseudomonas chlororaphis GP72 with broad-spectrum antifungal activity from green pepper rhizosphere. Current microbiology 20070401
A GacS deficiency does not affect Pseudomonas chlororaphis PA23 fitness when growing on canola, in aged batch culture or as a biofilm. Canadian journal of microbiology 20061201
Phenazine 5,10-dioxide derivatives as hypoxic selective cytotoxins: Part II. Structure-activity relationship studies. Medicinal chemistry (Shariqah (United Arab Emirates)) 20060901
Quorum sensing and phenazines are involved in biofilm formation by Pseudomonas chlororaphis (aureofaciens) strain 30-84. Microbial ecology 20060801
Energetics of the N-O bonds in 2-hydroxyphenazine-di-N-oxide. The journal of physical chemistry. B 20050825
Efficient methods for the synthesis of 2-hydroxyphenazine based on the Pd-catalyzed N-arylation of aryl bromides. Organic letters 20050414
Phenazine 5,10-dioxide derivatives as hypoxic selective cytotoxins. Journal of medicinal chemistry 20050113
Efficient synthesis of glycosylated phenazine natural products and analogs with DISAL (methyl 3,5-dinitrosalicylate) glycosyl donors. Organic & biomolecular chemistry 20030921
Endophenazines A-D, new phenazine antibiotics from the athropod associated endosymbiont Streptomyces anulatus II. Structure elucidation. The Journal of antibiotics 20020901
Characterization of the intramolecular electron transfer pathway from 2-hydroxyphenazine to the heterodisulfide reductase from Methanosarcina thermophila. The Journal of biological chemistry 20010126
Properties